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Pregled bibliografske jedinice broj: 674112

Ferrocene-dipeptide conjugates derived from aminoferrocene and 1-acetyl-1′-aminoferrocene: synthesis and conformational studies


Kovač, Veronika; Čakić Semenčić, Mojca; Kodrin, Ivan; Roca, Sunčica; Rapić, Vladimir
Ferrocene-dipeptide conjugates derived from aminoferrocene and 1-acetyl-1′-aminoferrocene: synthesis and conformational studies // Tetrahedron, 69 (2013), 48; 10497-10506 doi:10.1016/j.tet.2013.09.048 (međunarodna recenzija, članak, znanstveni)


Naslov
Ferrocene-dipeptide conjugates derived from aminoferrocene and 1-acetyl-1′-aminoferrocene: synthesis and conformational studies

Autori
Kovač, Veronika ; Čakić Semenčić, Mojca ; Kodrin, Ivan ; Roca, Sunčica ; Rapić, Vladimir

Izvornik
Tetrahedron (0040-4020) 69 (2013), 48; 10497-10506

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Ferrocene peptide ; conformational analysis ; hydrogen bonds ; induced circular dichroism ; DFT calculations

Sažetak
In this study we present the synthesis and conformational analysis of mono- and disubstituted ferrocene bioconjugates bearing dipeptide chains (Boc-AA-AA-Fn-X, AA=Gly, l-Ala, l-Val). The conformational preferences of novel aminoferrocene derived conjugates with X=H, as well as their 1-acetyl analogues (X=COMe), were investigated by spectroscopic techniques (IR, NMR and CD) and corroborated by DFT calculations. Chirally organized structures, stabilized through intrachain hydrogen bonds, prevail in solution when X=H. The resulting 10-membered hydrogen-bond ring is destabilized by heteroannular introduction of an acetyl group when X=COMe.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
058-1191344-3122 - Metalocenski biokonjugati, heterocikli i makromolekule (Veronika Kovač, )
119-1191342-1339 - Molekulsko modeliranje strukture i reaktivnosti organskih spojeva (Zlatko Mihalić, )

Ustanove
Prehrambeno-biotehnološki fakultet, Zagreb,
Institut "Ruđer Bošković", Zagreb,
Prirodoslovno-matematički fakultet, Zagreb

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


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